Brown cotton dye and process of making same.



UNITED STATES ATENT O FFICEL.

JULIUS ABEL, OFJ MANNHEIM, AND FRITZ KALKOW, OF LUDWIGSHAFEN, GERMANY,ASSIGNORS TO THE BADISOHE ANILIN AND SODA FABRIK,

OF LUDWIGSHAFEN, GERMANY.

BROWN COTTON DYE AND PROCESS OF MAKING SAME.

SPECIFICATION forming part of Letters Patent No. 658,055, datedSeptember 18, 1906.

Application filed Jnly 18,l900. Serial No. 24.086. (No specimens.)

To all whom it may concern.-

Be it known that we, JULIUS ABEL, doctor of philosophy, a citizen of thefree Hausa town of Hamburg, residing at Mannheim, Grand Duchy of Baden,and FRITZ KALKOW, doctor of philosophy, a subject of the King ofPrussia, Emperor of Germany, residing at Ludwigshafen-on-the-Rhine,Kingdom of Bavaria, German Empire, have invented new and usefulImprovements in Brown Cotton Dyes and Processes of Making Same, of whichthe following is a specification.

This invention relates to a new substantive brown cotton dyestuff andmethod of producing the same. In the production of this new dyestuff useis made of a new derivative of diphenylamin and which is heated withsulfur and an alkaline sulfid, such as sodium sulfid, when the newdyestuff results. This new diphenylamin derivative may be prepared bytreating para-amido-phenol or paraamido-phenol-ortho-sulfoacid in eitheraqueous or alcoholic solution in the presence of sodium carbonate oracetate or other substance capable of binding hydrochloric acid withthat dichlor-dinitro-benzene to which there is ascribed (Beilstein,Handbuch der Orgam'schen Cheme'e, third edition, Vol. 2, page 85) thefollowing constitutional formula:

This dichlor-dinitro-benzene can be prepared by nitratingpara-dichlor-nitro-benzene and can be purified by means of ethylalcohol.

We will illustrate this invention by the following examples; but it isnot limited to these. The parts are by weight.

Example 1. Production of the diphenylamm dertoaiica-Introduce twelve(12) parts of the hereinbefore-described dichlor-dinitrobenzene into asolution consisting of seven and one-half (7.5) parts of thehydrochlorid of para-amido-phenol and thirteen and sixtenths (13. 6)parts of sodium acetate in eighty parts of alcohol. Heat on thewaterbath under a backflow-condenser for about two (2) hours. Allow tocool. Filter, press, and wash the crystalline paste with a littlealcohol and water. a This new diphenylamin derivative is readily solublein caustic alkalies, such as caustic soda, and can be precipitated fromsuch solution by means of an acid, such as hydrochloric acid. Itcrystallizes from ethyl alcohol or benzene in the form of needles,melting at one hundred and seventyfive (175) degrees centigrade.

If para-amido-phenol-ortho-sulfoacid in the form of its sodium salt beemployed in place of the para-amido-phenol of the preceding example,preferably in aqueous solution, then a sulfonated product soluble inwater results.

Example 2. Production of the new coloringmatter.A mixture of ten (10)parts of the product of Example 1, twenty (20) parts of sulfur, andfifty (50) parts of crystallized sodium sulfid is slowly heated in aniron pot, while stirring, up to about one hundred and forty (140) to onehundred and fifty (150) 75 degrees centigrade until the mass becomesdry. The dry and powdered melt can be directly used for dyeing. Thecoloring-matter is soluble in water containing sodium sulfid, giving abrown-red solution, and is precipi- 8o tated from such solutions byhydrochloric acid or by ammonium chlorid. This new coloring-matter dyescotton brown shades substantively from a dye-bath containing sodiumsulfid, sodium carbonate, and common salt. The so-dyed material is veryfast to steaming, soap, acids, chlorin, and sulfur dioxid. Treated withcopper sulfate in the presence of acetic acid the color is deepenedwithout materially'alte'ring theshade, but increasing the fastness ofthe color.

The dyestuff obtained when using the di phenylamin derivative obtainedfrom paraamido-phenol or from para-amido-phenolortho-sulfoacid, sulfur,and sodium sulfid resemble one another very closely in all theirtinctorial properties.

What is claimed is The new dyestuff which can be made from ahereiubefore-specified diphenylamin derivative by heating with sulfurand sodium sulfid and which dyes unmordanted cotton brown shades whichare very resisting to the action of steaming, soap, acids, sulfur dioxidand of chlorin and which are deepened and are rendered more resisting bytreatmentwith copper sulfate and acetic acid.

In testimony whereof we have hereunto set our hands in the presence oftwo subscribing witnesses.

JULIUS ABEL. FRITZ KALKOW.

Witnesses: a

BERNHARD O. HEssE, PERCY J. JONES.

